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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 09:37:12 UTC

Update Date

2021-09-26 23:04:15 UTC

HMDB ID

HMDB0251952

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Esonarimod

Description

2-[(acetylsulfanyl)methyl]-4-(4-methylphenyl)-4-oxobutanoic acid belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. Based on a literature review very few articles have been published on 2-[(acetylsulfanyl)methyl]-4-(4-methylphenyl)-4-oxobutanoic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). Esonarimod is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Esonarimod is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0251952
     RDKit          3D
Esonarimod
 35 35  0  0  0  0  0  0  0  0999 V2000
   -4.9608   -0.2851   -0.9608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7036   -1.4803   -0.1416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2622   -2.5199   -0.4244 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6020   -1.4391    1.2434 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8513    0.1938    1.3812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9006    0.3961    0.2291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8356   -0.7109    0.3592 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1534   -0.6174   -0.7144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3107   -0.6604   -1.9060 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5817   -0.4820   -0.5066 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1412   -0.4150    0.7450 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5263   -0.2712    0.9041 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3464   -0.1952   -0.1914 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8089   -0.0352   -0.0404 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7893   -0.2629   -1.4491 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4214   -0.4050   -1.6282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2754    1.7256    0.3242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4002    2.5511   -0.5798 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5415    2.0350    1.4521 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4016   -0.2743   -1.9348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0507   -0.2363   -1.2055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7403    0.6801   -0.4648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2588    0.2993    2.3172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6743    0.9573    1.3824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4356    0.2299   -0.7151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4441   -1.6610    0.2581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4627   -0.7270    1.3798 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4918   -0.4758    1.6025 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8937   -0.2263    1.9304 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2493    0.4280   -0.9716 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2491   -1.0174    0.1872 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9509    0.6530    0.8286 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4518   -0.2023   -2.2979 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0001   -0.4565   -2.6314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9432    2.5403    2.2392 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
  6 17  1  0
 17 18  2  0
 17 19  1  0
 16 10  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
 11 28  1  0
 12 29  1  0
 14 30  1  0
 14 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  1  0
 19 35  1  0
M  END


  Mrv1572004221606192D          

 19 19  0  0  0  0            999 V2000
    9.2881   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  9  1  1  0  0  0  0
  9  3  2  0  0  0  0
  9  4  1  0  0  0  0
 10  2  1  0  0  0  0
 11  5  2  0  0  0  0
 11  6  1  0  0  0  0
 12  7  1  0  0  0  0
 12  8  1  0  0  0  0
 13  7  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 15 10  2  0  0  0  0
 16 13  2  0  0  0  0
 17 14  2  0  0  0  0
 18 14  1  0  0  0  0
 19  8  1  0  0  0  0
 19 10  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251952

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)SCC(CC(=O)C1=CC=C(C)C=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H16O4S/c1-9-3-5-11(6-4-9)13(16)7-12(14(17)18)8-19-10(2)15/h3-6,12H,7-8H2,1-2H3,(H,17,18)

> <INCHI_KEY>
YRSSFEUQNAXQMX-UHFFFAOYSA-N

> <FORMULA>
C14H16O4S

> <MOLECULAR_WEIGHT>
280.34

> <EXACT_MASS>
280.076930169

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
29.13160796988807

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(acetylsulfanyl)methyl]-4-(4-methylphenyl)-4-oxobutanoic acid

> <ALOGPS_LOGP>
1.96

> <JCHEM_LOGP>
2.2233695456666664

> <ALOGPS_LOGS>
-3.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
16.669224334823

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.044272084061003

> <JCHEM_PKA_STRONGEST_BASIC>
-6.003571524024532

> <JCHEM_POLAR_SURFACE_AREA>
71.44

> <JCHEM_REFRACTIVITY>
74.24090000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.65e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
esonarimod

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0251952
     RDKit          3D
Esonarimod
 35 35  0  0  0  0  0  0  0  0999 V2000
   -4.9608   -0.2851   -0.9608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7036   -1.4803   -0.1416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2622   -2.5199   -0.4244 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6020   -1.4391    1.2434 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8513    0.1938    1.3812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9006    0.3961    0.2291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8356   -0.7109    0.3592 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1534   -0.6174   -0.7144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3107   -0.6604   -1.9060 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5817   -0.4820   -0.5066 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1412   -0.4150    0.7450 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5263   -0.2712    0.9041 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3464   -0.1952   -0.1914 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8089   -0.0352   -0.0404 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7893   -0.2629   -1.4491 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4214   -0.4050   -1.6282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2754    1.7256    0.3242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4002    2.5511   -0.5798 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5415    2.0350    1.4521 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4016   -0.2743   -1.9348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0507   -0.2363   -1.2055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7403    0.6801   -0.4648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2588    0.2993    2.3172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6743    0.9573    1.3824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4356    0.2299   -0.7151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4441   -1.6610    0.2581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4627   -0.7270    1.3798 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4918   -0.4758    1.6025 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8937   -0.2263    1.9304 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2493    0.4280   -0.9716 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2491   -1.0174    0.1872 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9509    0.6530    0.8286 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4518   -0.2023   -2.2979 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0001   -0.4565   -2.6314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9432    2.5403    2.2392 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
  6 17  1  0
 17 18  2  0
 17 19  1  0
 16 10  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
 11 28  1  0
 12 29  1  0
 14 30  1  0
 14 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  1  0
 19 35  1  0
M  END

HEADER    PROTEIN                                 22-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-APR-16         0                                  
HETATM    1  C   UNK     0      17.338  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      14.670  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      16.004  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.337  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.670  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      16.004  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.337  -4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.003  -5.390   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      12.003  -6.930   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       8.002  -7.700   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      10.669  -7.700   0.000  0.00  0.00           O+0
HETATM   19  S   UNK     0       6.668  -5.390   0.000  0.00  0.00           S+0
CONECT    1    9                                                            
CONECT    2   10                                                            
CONECT    3    5    9                                                       
CONECT    4    6    9                                                       
CONECT    5    3   11                                                       
CONECT    6    4   11                                                       
CONECT    7   12   13                                                       
CONECT    8   12   19                                                       
CONECT    9    1    3    4                                                  
CONECT   10    2   15   19                                                  
CONECT   11    5    6   13                                                  
CONECT   12    7    8   14                                                  
CONECT   13    7   11   16                                                  
CONECT   14   12   17   18                                                  
CONECT   15   10                                                            
CONECT   16   13                                                            
CONECT   17   14                                                            
CONECT   18   14                                                            
CONECT   19    8   10                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

COMPND    HMDB0251952
HETATM    1  C1  UNL     1      -4.961  -0.285  -0.961  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.704  -1.480  -0.142  1.00  0.00           C  
HETATM    3  O1  UNL     1      -5.262  -2.520  -0.424  1.00  0.00           O  
HETATM    4  S1  UNL     1      -3.602  -1.439   1.243  1.00  0.00           S  
HETATM    5  C3  UNL     1      -2.851   0.194   1.381  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.901   0.396   0.229  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.836  -0.711   0.359  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.153  -0.617  -0.714  1.00  0.00           C  
HETATM    9  O2  UNL     1      -0.311  -0.660  -1.906  1.00  0.00           O  
HETATM   10  C7  UNL     1       1.582  -0.482  -0.507  1.00  0.00           C  
HETATM   11  C8  UNL     1       2.141  -0.415   0.745  1.00  0.00           C  
HETATM   12  C9  UNL     1       3.526  -0.271   0.904  1.00  0.00           C  
HETATM   13  C10 UNL     1       4.346  -0.195  -0.191  1.00  0.00           C  
HETATM   14  C11 UNL     1       5.809  -0.035  -0.040  1.00  0.00           C  
HETATM   15  C12 UNL     1       3.789  -0.263  -1.449  1.00  0.00           C  
HETATM   16  C13 UNL     1       2.421  -0.405  -1.628  1.00  0.00           C  
HETATM   17  C14 UNL     1      -1.275   1.726   0.324  1.00  0.00           C  
HETATM   18  O3  UNL     1      -1.400   2.551  -0.580  1.00  0.00           O  
HETATM   19  O4  UNL     1      -0.542   2.035   1.452  1.00  0.00           O  
HETATM   20  H1  UNL     1      -4.402  -0.274  -1.935  1.00  0.00           H  
HETATM   21  H2  UNL     1      -6.051  -0.236  -1.205  1.00  0.00           H  
HETATM   22  H3  UNL     1      -4.740   0.680  -0.465  1.00  0.00           H  
HETATM   23  H4  UNL     1      -2.259   0.299   2.317  1.00  0.00           H  
HETATM   24  H5  UNL     1      -3.674   0.957   1.382  1.00  0.00           H  
HETATM   25  H6  UNL     1      -2.436   0.230  -0.715  1.00  0.00           H  
HETATM   26  H7  UNL     1      -1.444  -1.661   0.258  1.00  0.00           H  
HETATM   27  H8  UNL     1      -0.463  -0.727   1.380  1.00  0.00           H  
HETATM   28  H9  UNL     1       1.492  -0.476   1.603  1.00  0.00           H  
HETATM   29  H10 UNL     1       3.894  -0.226   1.930  1.00  0.00           H  
HETATM   30  H11 UNL     1       6.249   0.428  -0.972  1.00  0.00           H  
HETATM   31  H12 UNL     1       6.249  -1.017   0.187  1.00  0.00           H  
HETATM   32  H13 UNL     1       5.951   0.653   0.829  1.00  0.00           H  
HETATM   33  H14 UNL     1       4.452  -0.202  -2.298  1.00  0.00           H  
HETATM   34  H15 UNL     1       2.000  -0.457  -2.631  1.00  0.00           H  
HETATM   35  H16 UNL     1      -0.943   2.540   2.239  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6   23   24
CONECT    6    7   17   25
CONECT    7    8   26   27
CONECT    8    9    9   10
CONECT   10   11   11   16
CONECT   11   12   28
CONECT   12   13   13   29
CONECT   13   14   15
CONECT   14   30   31   32
CONECT   15   16   16   33
CONECT   16   34
CONECT   17   18   18   19
CONECT   19   35
END

HMDB0251952
     RDKit          3D
Esonarimod
 35 35  0  0  0  0  0  0  0  0999 V2000
   -4.9608   -0.2851   -0.9608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7036   -1.4803   -0.1416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2622   -2.5199   -0.4244 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6020   -1.4391    1.2434 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8513    0.1938    1.3812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9006    0.3961    0.2291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8356   -0.7109    0.3592 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1534   -0.6174   -0.7144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3107   -0.6604   -1.9060 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5817   -0.4820   -0.5066 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1412   -0.4150    0.7450 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5263   -0.2712    0.9041 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3464   -0.1952   -0.1914 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8089   -0.0352   -0.0404 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7893   -0.2629   -1.4491 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4214   -0.4050   -1.6282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2754    1.7256    0.3242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4002    2.5511   -0.5798 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5415    2.0350    1.4521 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4016   -0.2743   -1.9348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0507   -0.2363   -1.2055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7403    0.6801   -0.4648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2588    0.2993    2.3172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6743    0.9573    1.3824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4356    0.2299   -0.7151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4441   -1.6610    0.2581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4627   -0.7270    1.3798 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4918   -0.4758    1.6025 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8937   -0.2263    1.9304 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2493    0.4280   -0.9716 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2491   -1.0174    0.1872 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9509    0.6530    0.8286 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4518   -0.2023   -2.2979 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0001   -0.4565   -2.6314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9432    2.5403    2.2392 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
  6 17  1  0
 17 18  2  0
 17 19  1  0
 16 10  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
 11 28  1  0
 12 29  1  0
 14 30  1  0
 14 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  1  0
 19 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-[(Acetylsulfanyl)methyl]-4-(4-methylphenyl)-4-oxobutanoate	Generator
2-[(Acetylsulphanyl)methyl]-4-(4-methylphenyl)-4-oxobutanoate	Generator
2-[(Acetylsulphanyl)methyl]-4-(4-methylphenyl)-4-oxobutanoic acid	Generator
2-Acetylthiomethyl-3-(4-methylbenzoyl)propionic acid	MeSH
Esonarimod	MeSH

Chemical Formula

C₁₄H₁₆O₄S

Average Molecular Weight

280.34

Monoisotopic Molecular Weight

280.076930169

IUPAC Name

2-[(acetylsulfanyl)methyl]-4-(4-methylphenyl)-4-oxobutanoic acid

Traditional Name

esonarimod

CAS Registry Number

Not Available

SMILES

CC(=O)SCC(CC(=O)C1=CC=C(C)C=C1)C(O)=O

InChI Identifier

InChI=1S/C14H16O4S/c1-9-3-5-11(6-4-9)13(16)7-12(14(17)18)8-19-10(2)15/h3-6,12H,7-8H2,1-2H3,(H,17,18)

InChI Key

YRSSFEUQNAXQMX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alkyl-phenylketones

Alternative Parents

Substituents

Alkyl-phenylketone
Butyrophenone
Benzoyl
Aryl alkyl ketone
Gamma-keto acid
Toluene
Monocyclic benzene moiety
Benzenoid
Keto acid
Carbothioic s-ester
Thiocarboxylic acid ester
Sulfenyl compound
Carboxylic acid derivative
Carboxylic acid
Thiocarboxylic acid or derivatives
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organosulfur compound
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	1.96	ALOGPS
logP	2.22	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	4.04	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	71.44 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	74.24 m³·mol⁻¹	ChemAxon
Polarizability	29.13 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	160.871	30932474
DeepCCS	[M-H]-	158.513	30932474
DeepCCS	[M-2H]-	191.4	30932474
DeepCCS	[M+Na]+	166.965	30932474
AllCCS	[M+H]+	162.3	32859911
AllCCS	[M+H-H2O]+	158.9	32859911
AllCCS	[M+NH4]+	165.4	32859911
AllCCS	[M+Na]+	166.3	32859911
AllCCS	[M-H]-	166.2	32859911
AllCCS	[M+Na-2H]-	166.5	32859911
AllCCS	[M+HCOO]-	166.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Esonarimod	CC(=O)SCC(CC(=O)C1=CC=C(C)C=C1)C(O)=O	3619.5	Standard polar	33892256
Esonarimod	CC(=O)SCC(CC(=O)C1=CC=C(C)C=C1)C(O)=O	2027.0	Standard non polar	33892256
Esonarimod	CC(=O)SCC(CC(=O)C1=CC=C(C)C=C1)C(O)=O	2360.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Esonarimod GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-3910000000-939332e34137afd769fb	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Esonarimod GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Esonarimod GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Esonarimod GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Esonarimod 10V, Positive-QTOF	splash10-0019-0290000000-8803934748ddaecd5f03	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Esonarimod 20V, Positive-QTOF	splash10-014i-1940000000-902abe83f08adc245fe5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Esonarimod 40V, Positive-QTOF	splash10-014i-3900000000-6893b86fe6960d8f1ebc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Esonarimod 10V, Negative-QTOF	splash10-002r-1190000000-72774eae5f1179223130	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Esonarimod 20V, Negative-QTOF	splash10-000f-5690000000-aaccc910f0d33ef8ce71	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Esonarimod 40V, Negative-QTOF	splash10-0006-9200000000-2e5899364fabcfc9f3c8	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Esonarimod 10V, Positive-QTOF	splash10-0cec-3970000000-489ab0d76b28373b0a1d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Esonarimod 20V, Positive-QTOF	splash10-0a4i-3900000000-4394d5bb8c743d2dbe55	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Esonarimod 40V, Positive-QTOF	splash10-0006-9400000000-d4a2bdaf7a6375afdfaf	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Esonarimod 10V, Negative-QTOF	splash10-00di-9020000000-a912af70b891e5d6705f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Esonarimod 20V, Negative-QTOF	splash10-0006-9600000000-f5d1a19d6e7d88d672ab	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Esonarimod 40V, Negative-QTOF	splash10-00dl-9100000000-6a8b410135568d981e17	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

113509

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Esonarimod (HMDB0251952)

MOL for HMDB0251952 (Esonarimod)

3D MOL for HMDB0251952 (Esonarimod)

3D SDF for HMDB0251952 (Esonarimod)

3D-SDF for HMDB0251952 (Esonarimod)

PDB for HMDB0251952 (Esonarimod)

3D PDB for HMDB0251952 (Esonarimod)

SMILES for HMDB0251952 (Esonarimod)

INCHI for HMDB0251952 (Esonarimod)

Structure for HMDB0251952 (Esonarimod)

3D Structure for HMDB0251952 (Esonarimod)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra